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.
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,...
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...
Ocean Frontage with Mountain Viewsn
Comfortable 1 bedroom apartment in the Iconic Ilikai Hotel and Luxury Suites. This is an owner unit with access to most of the hotel amenities. Parking in the building is by paid valet only, but there is also self parking available in the marina.The building has 2...
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...
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...
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...
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
Experience Maui from this 2-bedroom, 2-bath vacation rental that overlooks the pool area and neighboring beach park, named Kamaole Beach 3 . The first thing you notice about this condo is the spectacular woodwork that decorates the walls in the living area and the...
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...
Downtown Kailua Kona Inn
This wonderful 3-bedroom gem is in a perfect location, just10 minutes walk to the historic Kailua-Kona town. Located in a peaceful neighborhood with private parking available on property. We have had each level listed on VRBO for many years, both maintaining 5 stars and...
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...
Deluxe Ocean View Condo on 31st Floor - Free Parking & Wifi! by Koko Resort Vacation Rentals
Deluxe High-Level Condo with Beautiful Ocean View, Free parking & Wi-Fi Aloha and Welcome to Koko Resorts! We are so happy you have chosen to staywith us for your Hawaiian Vacation! The pool and all associated amenities will be closed starting April 7, 2025,for an...
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...
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...
Expansive Mauna Kea Resort Home, 3 Private Bedrooms 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,...
Spacious 3 bedroom 3 1/2 bath condo in Poipu Kai
Bring the whole family to this 3 bedroom 3 1/2 bath clean ,updated beach condo. We are located in the Poipu Kai greenbelt just a short walk to the beach with access to two pools and a Jacuzzi. Keep cool with AC in all bedrooms and ample space to keep the whole family...
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...
Wailea Ekahi Village 7A - 1 Bedroom Garden View Condo
In a quiet corner, close to the ocean and resort’s pool pavilion, Wailea Ekahi Village 7A offers a place to relax and unwind. Stretch your legs in the morning with a stroll on the cool, green grass just off the lanai and surround yourself with colorful blooms and...
HAK 171 Relaxing Maui Getaway Ground Floor Condo Near Beach and Pool
Hale Kamaole 171 Soak in the Sun from Kihei Maui at this 1Bedroom, 1Bathroom, Tropical Island Retreat, Steps from the Pool Short Walk to the Beach!FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Amazing Location! Clean, contemporary unit in the heart of Kailua-Kona!
Welcome to Kona Plaza 321 – Your Island Home in the Heart of Kailua-Kona!Experience the spirit of aloha at Kona Plaza, a friendly community where neighbors and visitors come together in the heart of historic Kailua-Kona. Built in 1971 and originally known as the...
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...
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...
★★Across street from Magic Sand Beach private Pool/SPA/AC 5 minutes to downtown⚡
1 minute walk to Magic Sand Beach, 7 bedrooms + 4 bathrooms, a private pool & Spa & AC cover entire house. Aloha and welcome to Magic Sands Beach House. This beautiful and spacious has 7 bedrooms and 4 bathrooms. The house is located just a one-minute walk to Magic...
Adorable studio w large kitchenette, pool, BBQ
Sandpiper 120B is an unpretentious and inviting studio apartment, perfect for travelers on a budget, or who enjoy "living like locals". This small but mighty unit has a queen bed, sizeable kitchenette, private lanai, and a walk-in shower in the private bath. There's...
This apartment is a 1 bedroom(s), 2 bathrooms, located in Honolulu, HI.
Experience resort living in this privately-owned Ocean Front View apartment at The Imperial Resort, in core of Waikiki on Beach Walk. The location is steps to world famous Waikiki Beach, world-class shopping and dining.Enjoy roof top pool, gym, sauna, hot tub and...
Waikiki Studio Apartment with great Ala Wai Canal Views
New remodeled 10th floor studio apartment at The Royal Aloha.The comfortable and fairly spacious Studio apartment offers a full kitchen & dining space for up to 4 guests & Sleeping for up to 3.The brand new Queen bed and mattress makes falling asleep in comfort super...
Ground Floor W/Lanai and Full-Kitchen–Kamaole Sands
Kamaole Sands #5106: This ground-floor beach home boasts a “walk right out your back door” convenience to pools, spa, BBQs, updated exercise room, and 15 acres of gardens, waterfalls, and ponds on the property. Tasteful tropical style, open design living space, and...
Serene garden oasis with ocean views
Welcome to Napili Shores B211, a charming 1-bedroom, 1-bathroom 2nd-floor condo offering Hawaiian-inspired décor, ocean views, and a brand new AC split system as of October 2025 in both the living room and bedroom for the comfort of up to 4 guests. The resort does not...
Block to Beach! Recreation Deck View Deluxe Condo, Free parking & Wifi
Family-Friendly Waikiki Condo – 1 Block from Beach, Pool, & Free Parking!The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Perfect for...
Cozy 1bd condo with tropical decor
Kahana Manor 220 is a charming 2-bedroom, 2-bathroom condo situated on the 2nd floor and can accommodate up to 6 guests. Upon entering, you'll be greeted by a tastefully decorated living room, perfect for relaxing after a day of island adventures. The fully equipped...
Cozy North Shore Getaway Near The Beach!
Discover the very best of Kauai’s breathtaking north shore from this newly remodeled studio retreat! Perfectly situated in the heart of Princeville just minutes from Hanalei Bay & some of the world's most iconic surf spots. Step outside to enjoy warm trade wind...
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...
New Listing! Tropical Oceanfront getaway awaits
Welcome to Paki Maui 412 – Your Perfect Maui Vacation Rental! Escape to paradise at Paki Maui 412, a beautiful 1-bedroom, 1-bathroom condo ideally located in the heart of Honokowai, Maui. Perfect for families, couples, or small groups, this unit comfortably...
2 Comfy Queen beds in Waikiki Studio Suite with Pool & BBQ area
Legally permitted rental - 1850 Ala Moana Blvd #607** For your health and safety, we utilize additional Sterilization procedures between reservations.This modern studio suite comfortably accommodates four adults and is located in Waikiki near the Marina and the Hilton...
Poipu Shores 107A Corner Unit, Oceanfront
POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of Kauai. With a prime location just minutes from Brennecke's...
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-...
Volcano Rainforest Retreat with a Hot Tub
As you pull up to this grand cedar style home you are immediately greeted by a beautiful rainforest that feels calming and relaxing. The first room is located to the far right corner of the building. There are a few stairs leading to a small covered patio for you and...
Cute and Cozy Couples Retreat w/ Private Lanai, Mountain and Ocean Views, A/C
Sealodge B4 is an unpretentious, laidback getaway in the heart of Princeville, perfect for couples looking to enjoy a tropical vacation without breaking the bank. Enjoy the king bed, open concept living, dining, and kitchen areas, and take in amazing views from either...
Royal Kuhio 1606 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1606, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 444 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...