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.
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...
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 Property Manager! 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...
Kauai 1BR: FREE WiFi, Oceanfront Resort, Pool, Spa, Near Coconut Marketplace
Kauai Coast Resort at the Beachboy is the perfect beachfront location in Kapaa next to the Coconut Marketplace. The spacious suites are decorated to let the Hawaiian culture be seen throughout the resort. Filled with amenities, this tropical, paradise getaway is the...
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,...
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 Dolphin...
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...
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...
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 families...
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 breezes,...
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...
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 accommodates...
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
Summary:Poipu Shores 107A Short Walk to BeachesThe Space: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...
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-...
Perfect North Shore Getaway with Pool Near Hanalei Bay!
Discover the very best of Kauai from the comfort & convenience of this luxe private retreat! Perfectly situated in the heart of Princeville just minutes from Hanalei Bay and some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes, relax...
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,...
Large 2 Bedroom Ocean View Condo - Valley Isle 703
Enjoy this large 2-bedroom, 2-bathroom unit at the Valley Isle Resort in an oceanfront building with all the homey comforts you need for your vacation in paradise. Floor-to-ceiling glass sliders provide an abundance of natural light & allow guests to enjoy the Hawaiian...
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 hustle...
Ilikai 539 2 Bed Room Excellent Ocean / Lagoon / Sunset Views - King Bed
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, large 240 sqft. lanai, 1,000 sqft interior. Kg bed, 2 twin beds, Walking distance to parks, mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway to Waikiki....
Special December rates /Spectacular Ocean views 1Bed/2 bath
This is a modest condo priced accordingly in a great location located at the center point in Maui that allows easy access to virtually all points of Interest on the island. Pool, barbecue area, elevators, air-conditioning and a spectacular view that is magnified inside...
Wainaku Camp Home
Fantastic value! Come and enjoy this newly remodeled sugarcane plantation-style home that is only 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten...
Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach
Royal Kahili B202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in the Royal Kahili complex, this condo is just half a mile from a beautiful beach. Across the street, you’ll...
Beautiful 2 Bed 2 Bath Condo in Kona Coffee Villas
Wake up to sweeping ocean views and cool mountain breezes at this serene 2-bedroom condo in the beautiful Kona Coffee Villas. Nestled at a refreshing elevation above Kailua-Kona, this peaceful retreat offers the perfect balance of comfort, convenience, and island...
Kuhio Village 803A - Waikiki Private Getaway - 2 mins to Waikiki Beach
Kuhio Village 803A - Waikiki Private Getaway.... 2 mins to Waikiki BeachLocated only 2 short blocks to the beach, Duke's statue and Waikiki strip. Private studio newly renovated: laminate flooring, air conditioner, artwork, linens, and all the essentials. We welcome up...
KS 940 New Listing at Kaanapali Penthouse Studio w Ocean Views AC Pools Hot Tub
Kaanapali Shores 940 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, Snorkel Sail,...
Self contained Studio Apt. with pool, 2 mins from Waikiki beach
Located on the quieter side of the Waikiki Grand Hotel® with a city skyline view, this comfortable 6th floor Queen bed studio apt. has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Experience the Best, Waikiki Banyan with Free Parking & Wi-Fi!
Waikiki Banyan Tower 1 Suite 1104Deluxe Ocean and City View Waikiki Banyan Condo, Free Parking Wi-FiThe 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...
Ocean Views! Pickelball Cliffside Yoga
Summary:🌴 Enjoy ocean breezes & stunning views of Kilauea Lighthouse & Anini Reef from this top-floor condo at The Cliffs in Princeville! Though there's no A/C, tradewinds & ceiling fans keep it comfy year-round. Relax in a 22-acre resort with pools, tennis, yoga, hula,...
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...
Central Waikiki Studio with Private Balcony
This centrally-located studio is any beach lover's home away from home featuring a plush King bed, private balcony, a well-equipped bathroom, and essential amenities like AC and WiFi. Enjoy being walking distance to all of Waikiki's best offerings like the iconic Duke...
Wailea Elua Village 1502 - 2 Bedroom Ocean View Condo
Situated near the center of the resort, Wailea Elua 1502 is siutated near the putting green and central swimming pool. Just a short walk away is the oceanside Wailea Beach Walk where you can stroll along the shore for a few miles on a paved path and watch Hawaiian sea...
Studio in the middle of Waikiki- 2 minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Diamond Head & Ocean View - Free Parking - Walk to the beach.
TA/GE-080-509-7472-011990/NUC-0827 for TMK 260250050267(formerly NUC 90/TVU-1617 )Comfortable family apartment at Waikiki.High floor. Ocean and Diamond Head View.1 block from the beach, located near restaurants and shops.Equipped kitchen.Free WiFi.Free parking for one...
Large 3 Bedroom Condo - Kahana Resort 4B2
Take in ocean views on Kahana Beach! Stay in air-conditioned comfort as all rooms have their own window air conditioning unit. You will enjoy the newly painted condo with updated furnishings, artwork, new plumbing, and light fixtures. Tile and hardwood floors downstairs...
Welcoming Condo with Free WiFi, Ocean Views, Shared Pool & Tennis - Walk to the Beach
Kamaole Sands 7-107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise on South Maui awaits at this well-equipped condo, where you'll enjoy ocean views, access to a shared pool...
Cozy studio with a shared pool, hot tub and grill area, steps from the beach
Kona Bali Kai 263Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat...
WG 612 Ocean View, Spacious Balcony Studio in Waikiki with Pool
Legally Permitted Rental Waikiki Grand Hotel® 134 Kapahulu Ave 612☮Escape to this peaceful perfectly sized studio in picturesque Waikiki. With a cozy living area featuring a queen bed, guests can unwind at this centrally located retreat just 2 mins walk to the golden...