Photo by Shannon Willitts

Find Luxury Hotels in Roosevelt Roads

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Roosevelt Roads Luxury Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Roosevelt Roads luxury hotels

Exterior
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador
4.5 star property
Cabezas
9.2 out of 10, Wonderful, (135)
"Everyone was so helpful and it was a beautiful property that was well maintained."
United States
April
Las Casitas Village at El Conquistador
2 outdoor pools, sun loungers
Fajardo Inn

Fajardo Inn

Fajardo Inn
4.0 star property
Fajardo
8.2 out of 10, Very Good, (1003)
"Stay was good. "
United States
Oscar
The price is ￥21,385
￥25,234 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Fajardo Inn
3 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
Four Seasons Resort and Residence Puerto Rico

Four Seasons Resort and Residence Puerto Rico

Four Seasons Resort and Residence Puerto Rico
5.0 star property
Herreras
9.4 out of 10, Exceptional, (453)
"Beautiful resort. We loved every minute. "
United States
Brenda
The price is ￥289,655
￥332,619 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Four Seasons Resort and Residence Puerto Rico
Exterior
El Conquistador Resort

El Conquistador Resort

El Conquistador Resort
4.0 star property
Cabezas
9.0 out of 10, Wonderful, (3204)
"The hotel views were great and the hotel facilities were in a good shape. "
United States
Miguel
El Conquistador Resort
Luxury Villa | Private pool
SELVA by DW

SELVA by DW

SELVA by DW
4.0 star property
Pitahaya
10.0 out of 10, Exceptional, (2)
"This was our 1st experience in PR. This house was AMAZINGLY beautiful and really show cased the outdoor space!! It was VERY clean, high quality linens. Had a nice cook space. The space it self was STUNNING!! The outdoor space was PERFECTION!!!! We actually booked for the lounge net area, and it did not disappoint!! **Downfalls [we understand that somethings are out of anyones control so more of a FYI] -There was nothing "comfy" about the house. It is all cement: bed frame, entire bathroom so...
United States
Jamie leigh
SELVA by DW
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.0 out of 10, Wonderful, (2836)
"Beautiful hotel! Great amenities, especially the restaurants. "
United States
Jocelyn
The price is ￥67,012
￥86,190 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hyatt Regency Grand Reserve Puerto Rico
Deluxe Apartment | Terrace/patio
Sonsoleá Host

Sonsoleá Host

Sonsoleá Host
4.0 star property
Barrio Pueblo
10.0 out of 10, Exceptional, (3)
"Very cute and unique. Had a litter of kittens living outside on the property which I loved. Easy check in process, beautiful area. Walking distance to beach and restaurants. "
United States
Miranda Raquel
The price is ￥28,746
￥44,242 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Sonsoleá Host
2 outdoor pools, open 9:00 AM to 9:00 PM, cabanas (surcharge)
Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort
4.0 star property
Humacao
8.4 out of 10, Very Good, (667)
"Very clean, pool excellent, staff great"
United States
Alexie
The price is ￥42,274
￥56,217 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wyndham Palmas Beach and Golf Boutique Resort
Aerial view
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
5.0 star property
Mameyes II
8.6 out of 10, Excellent, (2251)
"Seamless check-in and check-out, great staff and service, amazing views from the room."
United States
RAKESH
The price is ￥114,296
￥154,781 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Exterior
WALD HAUS by DW

WALD HAUS by DW

WALD HAUS by DW
4.0 star property
Naguabo
10.0 out of 10, Exceptional, (9)
"Our stay was absolutely perfect and could not have asked for a better home and view!!!"
United States
Katherine
The price is ￥114,703
￥172,153 total
includes taxes & fees
Jan 6 - Jan 7, 2026
WALD HAUS by DW
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Roosevelt Roads Hotel Reviews

Sea Gate Hotel

Sea Gate Hotel

10/10 Excellent
"Amazing location on a hilltop. The 3rd floor room with balcony has a breathtaking view of the ocean, the surroundings and, yes, the myriad iguanas on trees and on the ground. My daughter loved the hammock. The room itself was clean, spacious with a strong wifi. "
Lashkar 1-night trip
Posted 1 day ago
Sea Gate Hotel

Explore a world of travel with Expedia