Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Last Minute Special One Bed One Bath, free parking, free wifi and full kitchen
**Dates don't match up here? My other property might have your requested dates! VRBO #492665**We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty.Your private, garden view, very...
Keauhou Akahi 312: Oceanview Condo w/ Shared Pool, Spacious Lanai & BBQ
Set above the Kona Coast, Keauhou Akahi 312 offers a spacious and practical retreat with panoramic views of the Pacific Ocean and Kona Country Club golf course. This third-floor condo blends comfort and convenience with an elevated perspective of Keauhou Bay, where you...
Renovated Private Kuhio Village 708A Studio - 2 min Walk 2 the Beach!
Kuhio Village 708A Renovated Private Studio - 2 min Walk to the Beach!Enjoy this studio with free WiFi and Cable TV, nicely Upgraded partial kitchen includes a one top burner, microwave, toaster, coffee maker, dishes, and a Refrigerator. Supplies provided are 1 roll of...
Maui Sunset Vacation Rentals A406
A406 fourth floor one bedroom two bath condo, quite location. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei,...
Kksr#182 Direct Oceanfront Townhome, Right on the Water with AC!
Beautiful Direct Oceanfront Remodeled Townhome, truly stunning! Townhome#182 is RIGHT on the water, featuring all one could want in their Vacation Rental. It has two bedrooms & two bathrooms and is configured to accommodate up to 6 guests with a Queen bed in the...
Kamaole Sands Unit 4-211: 2nd floor 1 Br Condo Just a short walk to beach
Enjoy your private piece of paradise in this secluded, but conveniently located unit. This unit is in building four (4) and not directly centered on the property but is still very close to the second exit. The living space in the unit is wide open and welcoming with the...
Great Value, 2-Bedroom on beautiful greenbelt Puamana #80-3, AC, pool.
Puamana 80-3 is a spacious two-bedroom, two-bath townhome located in the quiet and beautifully landscaped south side of Puamana, just a short stroll from the community’s private ocean access, swimming pool, and children’s playground. This area of Puamana was...
18th Floor Corner Studio with Awesome Pool in Waikiki.
Comfortable Queen bed Studio apt with gorgeous views, gorgeous pool, WiFi & CableKitchenette/Breakfast nook area. Dining / Work area for two guestsThe Hawaiian Monarch w/ Diamond Head, Ala Wai canal & Waikiki city views on the 18th story comfy corner studio suite You...
Comfort & Convenience: Cozy 2-Bedroom Condo with A/C, Pools & Beach Access
WHY YOU'LL LOVE THIS CONDO...The A/C:While the trade-winds are lovely, you'll also love the comfort of having a split (quiet) A/C in the open living/dining/kitchen area.The Floor-plan:The open-design main living area features cozy seating, breakfast bar seating, a smart...
East Kauai w/ocean view lanai, open kitchen, WiFi, ceiling fans, TV, DVD–Kaha Lani 209
Castle at Kaha Lani Resort #209 - Embrace paradise on Kauai’s east shore in this 739sf home away from home. Prep meals in the modern open kitchen to share on the large lanai overlooking the pool and Pacific. Enjoy floor-to-ceiling windows spanning the living area,...
Renovated garden-view condo with screened lanai, 6 pools, & hot tubs
Keauhou Paradise at Mauna Loa Village #10- Promotional Rates Now Through OctoberOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Big Island of Hawaii welcomes you to “Keauhou...
Comfy condo steps from the beach with pool, spa & sunset views!
White Sands Village 327 is a comfy condo w/ all of the pleasures from home as well as all the amenities you expect of your favorite vacation spot. Enjoy the pool and spa, walk across the street and take a dip in the ocean, or lounge on the lanai for sunset.The...
Kihei Bay Surf B212 | Relax Poolside, Play Tennis!
Guests have called Kihei Bay Surf B212 “a gem in a tropical garden paradise,” and that pretty much sums it up. It is secluded, beautifully landscaped, and a short walk from Kalepolepo Beach Park. Your 2nd floor condo has a veranda that is enclosed in palms. You can...
Bubbly Bamboo Waikiki Studio | Private Lanai | Pool
Enjoy a private balcony with partial ocean view less than two blocks from Waikiki Beach at this home in the Bamboo Waikiki Hotel. This unit incudes access to the Bamboo’s waterfall pool, spa and sundeck area enclosed in a Japanese-style garden to escape the hustle &...
Maui Kamaole D104: Remodeled ground floor 1 bedroom, 2 bath S. Kihei condo,
Beautifully remodeled one (1) bedroom two (2) bath Garden view Condo. This condo has a king bed in the bedroom and a sofa bed in the living room which allow this unit to accommodate up to four (4) people. There is an open floor plan where the fully equipped kitchen...
Kamaole Beach 1 Condo at Kihei Ali'i Kai
Welcome to your perfect Maui getaway at Kihei Ali'i Kai, where modern luxury meets island charm. This beautiful 1-bedroom condo offers everything you need for a relaxing and unforgettable stay in paradise.Step inside and discover a spacious, light-filled living area,...
Ocean, Ocean, Ocean! AMAZING Views of Sunsets, Rainbows, and Whales!
Oceanfront 1 bedroom condo with spacious kitchen and tile floors throughout, overlooking the blue Pacific in Kahana. Entertain yourself with 42" TV, and free WiFi, while enjoying the evening sunset views and lanai dining. Condo features Cal King Bed + Queen Sofa...
Oceanfront Bliss at Hale Kona Kai 310 - A Cozy 1-Bedroom Retreat in Kailua Kona
Kona Town's historic “OCEAN VIEW MILE WALK”, with 24 Pacific Ocean view restaurants, multiple live entertainment venues, ocean front swimming beaches and charming shops, BEGINS AT YOUR FRONT DOOR.Enjoy ocean views, sounds and sweet fresh air breeze from your...
Hapuna Beach Residence C25 at Mauna Kea Resort
This magnificent, oceanfront, newly-constructed island masterpiece offers floor-to-ceiling window walls that create indoor/outdoor living space, a chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and hand-crafted...
Lovely condo with plunge pool - near golf course & beach
Monte Vista 1704Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful fully furnished condo in the heart of Waikiki complete with a full kitchen including refrigerator,...
High floor, Newly furnished Condo at Island Colony in Waikiki!
A 33rd-floor studio unit with breathtaking mountain, canal, city views. Within walking distance to the famous Waikiki Beach.This unit is conveniently located in the high-rise Island Colony building in central Waikiki, within walking distance to countless shops and...
Upgraded 2-Level Condo – Kamaole Sands 9404
This oasis is 1,188 square feet and is located in a quiet building, on the top floor with views of the water and mountain from the large lanai which easily seats six. The lanai closet contains beach chairs, umbrellas, mats, boogie boards, and sand toys.This spacious...
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of one separate structure - newly built in 2018. Featuring...
Ocean front full kitchen 1 Bed 1 Bath free parking, free wifi,free resort fees
We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty.Your private, garden view, very quiet condominium(across from Bett Midler's private Reserve) is located less than 100 yards...
Studio in the Middle of Waikiki, Short walk to beach
Located in the Aqua Aloha Surf hotel, you can't beat the location- just a 5 minute walk to Waikiki Beach and 1 block to international marketplace, shopping, and restaurants. Room is great for 1-2 people looking for a simple place to relax after a day of fun in the sun-...
Kuilima Golf Retreat
Welcome to your perfect getaway at the Kuilima Golf Retreat! This beautiful rental offers exceptional amenities and is just a short walk from the beach.This inviting unit accommodates up to four guests, featuring one bedroom, a comfortable sofa bed, and one bathroom....
A beautiful Balinese style beach home by the famous Kehena Black Sand Beach
Aloha! Welcome to Kehena Moana. A beautiful Balinese style residence just steps away from the famous Kehena Black Sand Beach, the best swimmable beach in Lower Puna. Kehena Moana boasts ocean views from nearly any room, landscaped grounds with balinese stone carved...
Ocean-view studio with lanai, AC, kitchenette, pool, hot tub, and beach access!
Welcome to Kona Bali Kai #332! Enjoy ocean views from your lanai at this studio. There is a futon, a window air conditioning unit and a kitchenette. You can walk across the street to the beach or enjoy the pool, hot tub, and BBQ amenities.Upon entry, there is the living...
Hawaiian condo w/shared hot tub & pool/free WiFi/balcony - near eateries/beach
Kona Bali Kai #152Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring a private balcony, ceiling fans, a full kitchen, and plenty of elbow room for up to four guests, this...
Oceanfront Cottage on Kepuhi Beach w/ Ocean View, WiFi, Laundry & Shared Pool
Kepuhi Beach Cottage 2BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You can't get much closer to the beach than this two-bedroom, two-bathroom oceanfront cottage at Kepuhi Beach...
Maui Parkshore 209: Spacious 2bd / 2ba condo short walk to the beach
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**Experience Maui from this 2-bedroom, 2-bath vacation rental that overlooks the pool area and neighboring beach park, named Kamaole Beach 3...
Waikiki 1 Bedroom w/Pool A/C & Free Parking
⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations. Walking/Jogging Path BBQ Trash Chute Storage Recreation Area Patio/Deck Pool on Property Community Laundry Security GuardYour family will be close to everything...
1 Bedroom Garden View Condo - Paki Maui 318
Imagine sitting on your lanai and enjoying the serenity of the mature landscaped garden areas with a large water feature with colorful koi. Just a short distance to the pool, barbeque and cabana. There is a large grassy area with plenty of space to lounge, relax and...
Oceanfront ground-floor condo with scenic patio, updated furniture, W/D, & pool
Sealodge E4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in our newly updated ground floor unit at Sealodge, located in the stunning town of Princeville on...
Amazing Gem Nestled on Lush & Beachfront Grounds -Wailea Elua 2106
Wailea Elua #2106 – Elevated Island Comfort with Ocean & Village ViewsWelcome to Wailea Elua #2106, a beautifully updated second-floor condo offering tranquil garden surroundings and ocean views in one of Wailea’s most sought-after beachfront communities. With...
Maui Banyan Condo w/ Private W/D, Shared Pool-Swim, Surf, and More
Maui Banyan P302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Maui Banyan can be found in the heart of South Kihei, surrounded by palm trees and with a view of the West Maui...
Beautiful Bamboo Waikiki 1-Bedroom | Private Lanai | Pool
Enjoy this 1 bedroom home located less than two blocks from the famous Waikiki beach. This unit includes dual private balconies with city/Mountain views, access to the Bamboo’s waterfall pool, spa and sundeck area enclosed in a Japanese-style garden to escape the...
Monthly Ilikai 917 City / Mountain Views Queen Bed, Sofa Bed At Waikiki Beach
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway to...
The Modern Suite -Waikiki Center Great Rates!! HK#112
30 Day Rental - 417 Nohonani St. #112Nestled into the corner of the property giving lots of privacy and nice quiet nights. Includes a large private patio.Hawaii King Hotel is a well maintained + charming building w/ pool, laundry, lobby attendant, free WiFi, cable TV,...
Kamaole Sands Unit 1-302: Partial Ocean Views from this 3rd Floor Condo
Enjoy your Maui getaway at the Kamaole Sands. Located in building one, this one-bedroom, two-bath condo has room allowing this unit to sleep up to four (4) people. The large lanai offers partial ocean views and a great place to relax and enjoy the company of others....
Ground-floor resort condo with ocean & sunrise views - beachside pool & hot tub
Islander on the Beach 121Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Beautiful Studio at Luana Waikiki Near Beach
Huge saving vs. going direct. Newly refreshed Luxury condo at the the Luana Waikiki Boutique hotel. Perfect location, walking distance to the best beaches, restaurants & shops. Partial Ocean view. Sleep 4 with 2 Queen Beds.Located in the tropically posh Waikiki area of...
Kamaole Sands 10-405: 2 Br Ocean View across Kamaole Beach Park III
Large Two-bedroom Oceanview Loft. This two-bedroom, two baths condo has a Queen Bed in Master bedroom (main level), two twins in the second bedroom (upstairs in the loft), and a pull-out sofa bed in the living room, allowing this unit to sleep up to six people. The...
Turtle Bay 3 Bedroom Rental
Golf course views. Spacious 3 bedroom 2 bathroom. Short 5 minute walk to the beach. Paradise found!! Comes with all the essentials, including beach chairs, towels, snorkeling gear. Get ready for a fun filled Hawaiian Vacation!
Expansive Mauna Kea Resort Home, 3 private bdrms and massive kids suite!
Presenting this exciting opportunity to vacation in a private estate in the Mauna Kea Resort's exclusive Fairways South community. Fairways South 31 has completed extensive renovations and offers guests expansive living spaces, fresh interiors, a modern kitchen,...
Perfect location, steps to the beach.
Newly refreshed modern beach house in Kihei Akahi. Situated on the 4th floor offering stunning ocean and Haleakala views. Steps to Kamaole II beach where you can snorkel, play, and relax, one of the few beaches with lifeguards. Make sure you keep an eye for the Hawaiian...
Amazing Location! Clean, contemporary unit in the heart of Kailua-Kona!
Welcome to Kona Plaza 321, your ideal vacation retreat in the heart of Kona! This recently renovated 1-bedroom, 1-bath condo offers modern comfort with a prime location. Situated on the 3rd floor, this corner unit features an expansive wrap-around lanai with a mountain...
Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches
Island Sands Resort 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
KS 940 New Listing at Kaanapali Penthouse Studio w Ocean Views AC Pools Hot Tub
Kaanapali Shores 940 NEW LISTING Enjoy Top Floor Ocean Views from this Conveniently Located West Maui Studio! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail,...
Oceanfront ground-level condo with pool, grill, washer/dryer, & patio
Mahina Surf 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a completely remodeled oceanfront home with water views from your patio! In addition to the nearby beach, you...